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Diisopropylethylamine → N-(3-(3-(4-methoxyphenyl)-1-(6-(methylamino)pyrimidin-4-yl)-1H-indol-6-yl)phenyl)-3-morpholino-5-(trifluoromethyl)benzamide

HRID 2192277
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HRID 2192277 반응식
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[O:25]1[CH2:30][CH2:29][N:28]([C:31]2[CH:32]=[C:33]([CH:37]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:39]=2)[C:34]([O-:36])=O)[CH2:27][CH2:26]1.[NH2:44][C:45]1[CH:46]=[C:47]([C:51]2[CH:59]=[C:58]3[C:54]([C:55]([C:68]4[CH:73]=[CH:72][C:71]([O:74][CH3:75])=[CH:70][CH:69]=4)=[CH:56][N:57]3[C:60]3[N:65]=[CH:64][N:63]=[C:62]([NH:66][CH3:67])[CH:61]=3)=[CH:53][CH:52]=2)[CH:48]=[CH:49][CH:50]=1.CCN(C(C)C)C(C)C.C(=O)(O)[O-].[Na+]>C1COCC1>[CH3:75][O:74][C:71]1[CH:70]=[CH:69][C:68]([C:55]2[C:54]3[C:58](=[CH:59][C:51]([C:47]4[CH:46]=[C:45]([NH:44][C:34](=[O:36])[C:33]5[CH:37]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:39]=[C:31]([N:28]6[CH2:27][CH2:26][O:25][CH2:30][CH2:29]6)[CH:32]=5)[CH:50]=[CH:49][CH:48]=4)=[CH:52][CH:53]=3)[N:57]([C:60]3[CH:61]=[C:62]([NH:66][CH3:67])[N:63]=[CH:64][N:65]=3)[CH:56]=2)=[CH:73][CH:72]=1
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참가 물질

7

반응물 5

HCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 509920026-(6-(3-aminophenyl)-3-(4-methoxyphenyl)-1H-indol-1-yl)-N-methylpyrimidin-4-amineHCID 866513803-Morpholino-5-(trifluoromethyl)benzoate

생성물 1

HCID 50992088
N-(3-(3-(4-methoxyphenyl)-1-(6-(methylamino)pyrimidin-4-yl)-1H-indol-6-yl)phenyl)-3-morpholino-5-(trifluoromethyl)benzamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

HATU (100 mg, 0.260 mmol) was added to a mixture solution of 3-morpholino-5-(trifluoromethyl)benzoate (54 mg, 0.195 mmol), 6-(6-(3-aminophenyl)-3-(4-methoxyphenyl)-1H-indol-1-yl)-N-methylpyrimidin-4-amine (55 mg, 0.130 mmol) and DIPEA (45 μL, 0.26 mmol) in THF (2 mL) at room temperature. 12 hours later, the mixture was added to saturated sodium bicarbonate aqueous solution and then extracted with methylene chloride. The collected organic layer was washed with brine and then concentrated under reduced pressure by drying with anhydrous magnesium sulfate. The residue was purified by chromatography (preparative HPLC). The target compound was obtained as yellow solid.

후처리

  1. extractionextracted with methylene chloride
  2. washThe collected organic layer was washed with brine
  3. concentrationconcentrated under reduced pressure
  4. dry with materialby drying with anhydrous magnesium sulfate
  5. customThe residue was purified by chromatography (preparative HPLC)
  6. customThe target compound was obtained as yellow solid

출처 및 근거

ORD 기록
ord-54cb49254a1c4ccab06db7da91fc5c19
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08329708B2

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